Crosby

Based in New York, Crosby is a hybrid AI law firm that combines artificial intelligence agents with human lawyers to automate contract review and negotiation for rapidly scaling businesses. Operating on a fixed fee and subscription model rather than traditional hourly billing, the firm currently processes approximately 1,000 sales contracts every three weeks. The platform has achieved a median contract turnaround time of 58 minutes and experiences a 30% monthly growth in team usage among its enterprise clients. Crosby primarily serves artificial intelligence and SaaS startups, with a customer base that includes recognizable technology companies such as Cursor, Clay, and Unify. To support its ongoing expansion, the organization recently secured $20 million in Series A funding backed by lead investors Index Ventures and Bain Capital Ventures. Crosby was founded in 2023 by Ryan Daniels and John Sarihan.

# Crosby: Redefining Legal Services Through Agentic AI

High-Level Overview

Crosby is a hybrid AI law firm that combines artificial intelligence agents with in-house human lawyers to deliver contract review and negotiation services at unprecedented speed and predictable cost.[1][2] Rather than selling software tools to existing law firms, Crosby operates as an actual law firm—employing both lawyers and software engineers—to own the entire legal service delivery process end-to-end.[3]

The company serves rapidly growing startups and scale-ups that face bottlenecks in contract negotiation, particularly around high-volume commercial agreements like Master Service Agreements (MSAs), Data Processing Agreements (DPAs), and Non-Disclosure Agreements (NDAs).[1][2] Crosby's core value proposition centers on three pillars: dramatically accelerated deal velocity (reducing contract reviews from weeks to under an hour), predictable fixed-fee pricing (replacing unpredictable hourly billing), and aligned incentives that reward speed and efficiency rather than billable hours.[5] Since its soft launch in January 2024, the company has already processed over 1,000 contracts for clients including Cursor, Clay, and UnifyGTM, growing its customer base at a 30% monthly clip.[4]

Origin Story

Crosby was founded in 2024 by Ryan Daniels and John Sarihan, two entrepreneurs with complementary backgrounds in legal services and high-growth startups.[3] Sarihan, who served as an early employee at Ramp (a fintech startup), brought deep experience in scaling technology organizations and building software engineering teams. Daniels approached the problem from the legal side, recognizing that traditional law firms—with their billable-hour models and generalist approaches—were fundamentally misaligned with the needs of fast-moving startups.[3]

The founding insight was radical: rather than building yet another legal tech tool to be bolted onto existing law firm workflows, the only way to truly transform legal services with AI was to build an integrated organization from scratch.[3] This meant hiring both talented lawyers and software engineers to work literally side-by-side, creating a unified culture where legal expertise and technical capability could inform each other in real time. The company soft-launched in January 2024 and quickly gained traction, with early customers recognizing the dramatic efficiency gains.[4] By mid-2024, Crosby had secured backing from Sequoia Capital and Bain Capital Ventures, validating the model and providing resources to scale.[2][6]

Core Differentiators

AI-Augmented Legal Delivery, Not Legal Tech

Crosby's fundamental differentiator is its operating model. Rather than selling software, the company delivers legal services directly, with AI handling the routine cognitive work and human lawyers providing oversight, judgment, and accountability.[3][7] When a contract arrives via Slack or email, Crosby's AI agents perform initial triage, identify the document type, flag standard clauses and common risks, and generate a first draft of redlines informed by market data and the client's specific risk profile.[1] A human lawyer then reviews and finalizes the work, ensuring legal soundness and liability coverage.[1] This "lawyers-in-the-loop" approach provides the safety and accountability of traditional legal services with the speed of automation.

Speed as a Competitive Moat

Crosby has achieved median contract review times of 58 minutes, with a roadmap to reduce this to just 3-5 minutes of meaningful human review time.[4] This speed advantage compounds over time: the company processes approximately 1,000 contracts every three weeks, meaning the AI system continuously learns and improves with each new document.[4] The speed advantage directly translates to business value for clients—sales teams can close deals faster, revenue recognition accelerates, and enterprise buyers face less friction in negotiations.

Predictable, Aligned Pricing

Traditional law firms charge by the hour, creating perverse incentives where slower work generates higher fees. Crosby inverts this model with fixed, per-document pricing that scales with volume.[5][6] This pricing structure aligns incentives: Crosby profits by processing contracts faster and more efficiently, while clients benefit from predictable costs that fit startup budgets. Finance teams gain visibility into legal spend as a reliable operating expense rather than an unpredictable variable cost.[6]

Data Network Effects and Continuous Improvement

Each contract Crosby reviews becomes training data that improves the system for all future clients.[5][6] The company is building a living dataset of contract clauses, negotiation patterns, and risk profiles across industries. This creates a powerful data moat: as the system processes more contracts, it becomes better at benchmarking terms, predicting which clauses matter most, and suggesting optimal negotiation strategies. This compounding advantage means the next thousand contracts are faster and easier than the first thousand.[6]

Specialized Vertical Focus

Rather than attempting to serve all legal needs, Crosby has deliberately narrowed its focus to high-volume commercial contracts where the pain is sharpest for startups without in-house general counsel.[6] This vertical specialization allows the company to build deep domain expertise, optimize its AI models for specific document types, and tailor its service to the exact workflows of its target customers.

Role in the Broader Tech Landscape

Crosby emerges at a critical inflection point in the legal tech industry. For decades, legal services have been insulated from productivity improvements that transformed other knowledge work. Law firms have resisted automation, viewing it as a threat to the billable-hour model that generates their profits. Meanwhile, startups have grown increasingly frustrated with legal bottlenecks that slow fundraising, customer acquisition, and revenue recognition.

The timing is ideal for several reasons. First, large language models and agentic AI have reached a maturity level where they can reliably handle structured, repetitive legal work—exactly the kind of work that consumes junior lawyers' time in traditional firms.[3] Second, the startup ecosystem has matured to the point where contract velocity is a genuine competitive advantage; founders now recognize that legal friction directly impacts growth metrics. Third, the venture capital community has become comfortable funding alternative legal service providers, as evidenced by Sequoia and Bain's backing of Crosby.

Crosby's model also reflects a broader trend: the unbundling of professional services. Rather than relying on generalist law firms, companies increasingly work with specialized providers optimized for specific use cases. Crosby is pioneering what might be called "legal as a platform"—a service that combines the accountability of traditional legal work with the efficiency and data leverage of modern software companies.

The company's influence extends beyond its direct customers. By demonstrating that AI-augmented legal services can be both faster and cheaper than traditional alternatives, Crosby is forcing the broader legal industry to confront its own inefficiency. Large law firms will likely respond by building their own AI tools or acquiring legal tech startups, but they face structural disadvantages: their partnership models reward billable hours, their cultures resist radical change, and their cost structures make it difficult to compete on price. This creates a window for Crosby and similar ventures to capture market share and establish themselves as the default legal service provider for high-growth companies.

Quick Take & Future Outlook

Crosby is positioned to become the default legal infrastructure for the startup ecosystem. The company's combination of speed, predictability, and aligned incentives addresses genuine pain points that have persisted for decades. As the AI system matures and accumulates more training data, the competitive moat will deepen—competitors will struggle to match Crosby's speed and accuracy without the accumulated dataset and operational expertise.

The near-term opportunity is substantial: Crosby can expand its customer base within the startup ecosystem, potentially capturing a significant share of contract review work for high-growth companies. The medium-term opportunity is broader: as the company proves its model works reliably, it can expand into adjacent legal services—employment agreements, equity documentation, compliance reviews—and eventually serve mid-market and enterprise customers.[6]

The longer-term question is whether Crosby can evolve from a service provider into a platform. Early customer feedback suggests demand for expanded services: some clients would pay premium fees for Crosby to function as an outside counsel, handling phone calls, managing negotiations, and providing strategic advice across multiple legal domains.[4] If Crosby can build this expanded capability while maintaining its speed and cost advantages, it could fundamentally reshape how companies think about legal services—not as a necessary cost center managed by external firms, but as an integrated function that drives growth and competitive advantage.

The company's success will ultimately depend on whether it can scale its hybrid model without losing the cultural integration between lawyers and engineers that makes it work today. As Crosby grows beyond its current 19-person team, maintaining that tight collaboration will be critical. But if the founders can navigate this scaling challenge, Crosby has the potential to become one of the defining legal infrastructure companies of the next decade—not by selling software to lawyers, but by reimagining what it means to practice law in an AI-augmented world.